Vinyl isobutyl ether

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  • Identifiers

    CAS number
    109-53-5

    Molecular formula
    C6H12O

    SMILES
    CC(C)COC=C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 83.12%
    Ethereal 76.94%
    Green 73.57%
    Fresh 51.8%
    Pungent 46.78%
    Alcoholic 41.76%
    Sharp 41.71%
    Apple 40.3%
    Rummy 39.33%
    Fermented 37.69%

     

    Flavor
    Fruity 71.27%
    Green 57.99%
    Ethereal 52.52%
    Sweet 51.83%
    Ether 41.7%
    Bitter 40.59%
    Banana 33.52%
    Pungent 33.15%
    Apple 32.86%
    Fruit 30.24%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.69 (neutral)

    Molecular weight
    100.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    83°C

    Flash point

    • -16.92 ˚C est.
    • 15 °F (NFPA, 2010)

  • Synonyms

    • ISOBUTYL VINYL ETHER
    • 109-53-5
    • Vinyl isobutyl ether
    • Isobutoxyethene
    • Ether, isobutyl vinyl
    • Propane, 1-(ethenyloxy)-2-methyl-
    • 1-(ethenyloxy)-2-methylpropane
    • Isobutanol vinyl ether
    • Lutanol LR 8500
    • 2-Methyl-1-vinyloxypropane
    • Vinoflex MO 400*
    • NSC 8265
    • Vinoflex MO 400
    • iso-butyl vinyl ether
    • EINECS 203-678-8
    • 8HQ2X2D0TM
    • UN1304
    • BRN 1560159
    • Vinyl isobutyl ether, inhibited
    • DTXSID8029608
    • AI3-18425
    • NSC-8265
    • DTXCID309608
    • EC 203-678-8
    • 4-01-00-02054 (Beilstein Handbook Reference)
    • Ether isobutylvinylique
    • 2Methyl1vinyloxypropane
    • RefChem:901922
    • LUTONAL LR 8500
    • Propane, 1(ethenyloxy)2methyl
    • Eter vinil isobutilico, inhibido
    • Ether isobutylvinylique, stabilise
    • Eter vinil isobutilico (dot spanish)
    • Ether isobutylvinylique (French DOT)
    • VINYL ISOBUTYL ETHER, STABILIZED
    • Eter vinil isobutilico, inhibido (Spanish DOT)
    • Ether isobutylvinylique, stabilise (French DOT)
    • 203-678-8
    • 1-ethenoxy-2-methylpropane
    • isobutylvinylether
    • IVE
    • 1-(2-methylpropoxy)ethene
    • 2-methyl-1-vinyloxy-propane
    • UNII-8HQ2X2D0TM
    • isobutoxyethylene
    • 1-(Vinyloxy)-2-methyl-propane
    • IBVE
    • 1-Isobutoxyethylene #
    • 1-ethenoxy-2-methyl-propane
    • SCHEMBL16776
    • UN 1304 (Salt/Mix)
    • SCHEMBL292657
    • SCHEMBL299668
    • SCHEMBL1476921
    • SCHEMBL7521834
    • WLN: 1Y1O1U1
    • Isobutyl vinyl ether homopolymer
    • CHEMBL3183612
    • Isobutyl vinyl ether, stabilized
    • SCHEMBL13341611
    • NSC8265
    • Tox21_202579
    • MFCD00008934
    • SBB060157
    • AKOS009157578
    • FI02381
    • NCGC00260128-01
    • CAS-109-53-5
    • Isobutyl Vinyl Ether (stabilized with KOH)
    • Vinyl isobutyl ether, inhibited (Salt/Mix)
    • I0099
    • NS00007963
    • ST50409963
    • EN300-59865
    • A802048
    • Isobutyl vinyl ether 100 microg/mL in Acetonitrile
    • Q1418767
    • Z916978390
    • Vinyl isobutyl ether, inhibited [UN1304] [Flammable liquid]
    • Isobutyl vinyl ether, contains 0.1% potassium hydroxide as stabilizer, 99%
    • 109-53-5

  • Applications

    Vinyl isobutyl ether (CAS 109-53-5) is used primarily as a reactive monomer and as a reactive diluent in cationically polymerizable systems. In polymers and coatings chemistry, it is employed to prepare poly(vinyl ether) resins for coatings, sealants, and adhesives, and to adjust viscosity and reactivity in UV-curable formulations. It is commonly evaluated as an intermediate in organic synthesis for specialty monomers and functional materials. The compound may also be incorporated into adhesive and sealant formulations as a reactive component, and in industrial manufacturing it can participate in resin systems designed for high chemical resistance and flexibility.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 139.04
    methanol 123.33
    isopropanol 136.98
    water 0.41
    ethyl acetate 152.61
    n-propanol 141.98
    acetone 144.2
    n-butanol 183.6
    acetonitrile 99.97
    DMF 122.53
    toluene 113.97
    isobutanol 140.02
    1,4-dioxane 211.89
    methyl acetate 147.26
    THF 343.75
    2-butanone 194.81
    n-pentanol 159.58
    sec-butanol 197.12
    n-hexane 181.37
    ethylene glycol 35.55
    NMP 227.51
    cyclohexane 139.01
    DMSO 142.65
    n-butyl acetate 354.91
    n-octanol 199.68
    chloroform 508.24
    n-propyl acetate 154.84
    acetic acid 145.0
    dichloromethane 366.59
    cyclohexanone 287.74
    propylene glycol 68.65
    isopropyl acetate 121.81
    DMAc 181.56
    2-ethoxyethanol 148.07
    isopentanol 207.65
    n-heptane 199.68
    ethyl formate 90.58
    1,2-dichloroethane 208.52
    n-hexanol 366.06
    2-methoxyethanol 173.11
    isobutyl acetate 135.36
    tetrachloromethane 151.35
    n-pentyl acetate 183.34
    transcutol 574.2
    n-heptanol 173.12
    ethylbenzene 106.0
    MIBK 134.35
    2-propoxyethanol 298.29
    tert-butanol 251.47
    MTBE 265.8
    2-butoxyethanol 190.1
    propionic acid 137.35
    o-xylene 109.96
    formic acid 30.63
    diethyl ether 183.7
    m-xylene 109.58
    p-xylene 145.68
    chlorobenzene 160.38
    dimethyl carbonate 39.32
    n-octane 64.42
    formamide 24.93
    cyclopentanone 268.12
    2-pentanone 156.54
    anisole 154.37
    cyclopentyl methyl ether 236.47
    gamma-butyrolactone 237.74
    1-methoxy-2-propanol 163.88
    pyridine 166.72
    3-pentanone 137.24
    furfural 235.05
    n-dodecane 51.05
    diethylene glycol 166.17
    diisopropyl ether 103.83
    tert-amyl alcohol 290.64
    acetylacetone 144.62
    n-hexadecane 55.4
    acetophenone 154.23
    methyl propionate 107.44
    isopentyl acetate 328.78
    trichloroethylene 431.23
    n-nonanol 174.79
    cyclohexanol 212.69
    benzyl alcohol 119.36
    2-ethylhexanol 313.9
    isooctanol 158.36
    dipropyl ether 283.82
    1,2-dichlorobenzene 189.28
    ethyl lactate 93.15
    propylene carbonate 203.41
    n-methylformamide 57.63
    2-pentanol 172.93
    n-pentane 108.76
    1-propoxy-2-propanol 321.15
    1-methoxy-2-propyl acetate 225.17
    2-(2-methoxypropoxy) propanol 256.08
    mesitylene 98.75
    ε-caprolactone 255.59
    p-cymene 154.95
    epichlorohydrin 262.25
    1,1,1-trichloroethane 331.89
    2-aminoethanol 66.68
    morpholine-4-carbaldehyde 218.37
    sulfolane 320.8
    2,2,4-trimethylpentane 87.37
    2-methyltetrahydrofuran 360.94
    n-hexyl acetate 283.88
    isooctane 68.35
    2-(2-butoxyethoxy)ethanol 277.75
    sec-butyl acetate 138.18
    tert-butyl acetate 175.53
    decalin 98.26
    glycerin 86.69
    diglyme 396.93
    acrylic acid 109.21
    isopropyl myristate 151.68
    n-butyric acid 204.68
    acetyl acetate 101.74
    di(2-ethylhexyl) phthalate 138.57
    ethyl propionate 124.14
    nitromethane 136.1
    1,2-diethoxyethane 256.99
    benzonitrile 167.96
    trioctyl phosphate 113.53
    1-bromopropane 242.18
    gamma-valerolactone 267.21
    n-decanol 136.69
    triethyl phosphate 133.56
    4-methyl-2-pentanol 128.39
    propionitrile 134.77
    vinylene carbonate 154.04
    1,1,2-trichlorotrifluoroethane 241.83
    DMS 142.79
    cumene 104.77
    2-octanol 144.03
    2-hexanone 198.41
    octyl acetate 179.55
    limonene 243.36
    1,2-dimethoxyethane 263.48
    ethyl orthosilicate 143.56
    tributyl phosphate 144.16
    diacetone alcohol 189.58
    N,N-dimethylaniline 136.71
    acrylonitrile 126.89
    aniline 105.57
    1,3-propanediol 98.81
    bromobenzene 183.83
    dibromomethane 315.16
    1,1,2,2-tetrachloroethane 395.9
    2-methyl-cyclohexyl acetate 264.2
    tetrabutyl urea 154.94
    diisobutyl methanol 187.35
    2-phenylethanol 182.44
    styrene 115.52
    dioctyl adipate 205.9
    dimethyl sulfate 71.93
    ethyl butyrate 232.48
    methyl lactate 78.44
    butyl lactate 162.21
    diethyl carbonate 156.34
    propanediol butyl ether 199.42
    triethyl orthoformate 202.12
    p-tert-butyltoluene 154.76
    methyl 4-tert-butylbenzoate 207.4
    morpholine 225.95
    tert-butylamine 206.32
    n-dodecanol 114.88
    dimethoxymethane 93.72
    ethylene carbonate 128.9
    cyrene 174.97
    2-ethoxyethyl acetate 177.98
    2-ethylhexyl acetate 301.88
    1,2,4-trichlorobenzene 231.24
    4-methylpyridine 193.94
    dibutyl ether 251.9
    2,6-dimethyl-4-heptanol 187.35
    DEF 159.24
    dimethyl isosorbide 360.21
    tetrachloroethylene 262.45
    eugenol 184.78
    triacetin 240.66
    span 80 264.93
    1,4-butanediol 61.69
    1,1-dichloroethane 266.17
    2-methyl-1-pentanol 198.37
    methyl formate 49.89
    2-methyl-1-butanol 199.48
    n-decane 75.32
    butyronitrile 164.74
    3,7-dimethyl-1-octanol 231.74
    1-chlorooctane 181.14
    1-chlorotetradecane 90.71
    n-nonane 80.76
    undecane 60.28
    tert-butylcyclohexane 118.88
    cyclooctane 70.87
    cyclopentanol 198.72
    tetrahydropyran 282.66
    tert-amyl methyl ether 247.2
    2,5,8-trioxanonane 318.18
    1-hexene 256.73
    2-isopropoxyethanol 146.65
    2,2,2-trifluoroethanol 48.25
    methyl butyrate 174.55

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction